Sodium Hydroxide → HCID 178517823, compound

Temperature

0 °C

2,4,5-trichloropyrimidine (16.7 g, 91.0 mmol) was added to a tared, sealed flask and weighed. The oil was dissolved in 54 mL THF and cooled to 0° C. 1M aqueous NaOH solution (182 mL, 182 mmol) was added dropwise via an addition funnel, keeping the reaction at 0° C. This was allowed to warm to room temperature and concentrated to remove THF. Additional water was added to maintain dissolution. The pH was adjusted to 6 with a small quantity of HCl, and the aqueous was washed 3 times with ethyl acetate. The pH was then brought below 1 with more HCl, and extracted six times with ethyl acetate. This layer was washed with brine and dried over sodium sulfate. Product solution was filtered, concentrated, and dried on the high vacuum to give 14.1 g of 2,5-dichloropyrimidin-4-ol as an oil (96%).

1. customsealed flask
2. customthe reaction at 0° C
3. temperatureto warm to room temperature
4. concentrationconcentrated
5. customto remove THF
6. additionAdditional water was added
7. temperatureto maintain
8. dissolutiondissolution
9. washthe aqueous was washed 3 times with ethyl acetate
10. extractionextracted six times with ethyl acetate
11. washThis layer was washed with brine
12. dry with materialdried over sodium sulfate
13. filtrationProduct solution was filtered
14. concentrationconcentrated
15. customdried on the high vacuum

ORD record

ord-88add1ac92ae4b3cb83a88e3d9455aca

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09062068B2